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Substrates and products of wild-type and modified NAL. (A) The wild-type enzyme catalyzes the aldol reaction of ManNAc with pyruvate to form Neu5Ac. (B) The aldol reaction of erythrose and pyruvate to form (4R, -5S, -6R) or (4S, -5S, -6R) DHA catalyzed by the modified S. aureus NAL bearing the noncanonical amino acid dihydroxypropyl cysteine at position 190.
